IE913126A1 - Pharmaceutical formulation containing a benzoyl urea¹derivative - Google Patents

Pharmaceutical formulation containing a benzoyl urea¹derivative

Info

Publication number: IE913126A1
Authority: IE; Ireland
Prior art keywords: group; carbon atoms; optionally substituted; halogen; alkyl
Prior art date: 1990-09-10

Application number

IE312691A

Other languages

English (en)

Original Assignee

Duphar Int Res

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1990-09-10

Filing date

1991-09-05

Publication date

1992-03-11

1991-09-05 Application filed by Duphar Int Res filed Critical Duphar Int Res

1992-03-11 Publication of IE913126A1 publication Critical patent/IE913126A1/en

Links

125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 title claims abstract description 7
239000008194 pharmaceutical composition Substances 0.000 title claims abstract description 7
125000004432 carbon atom Chemical group C* 0.000 claims abstract description 40
125000005843 halogen group Chemical group 0.000 claims abstract description 24
125000000217 alkyl group Chemical group 0.000 claims abstract description 19
125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 16
229910052736 halogen Inorganic materials 0.000 claims abstract description 15
-1 benzylcarbonyl group Chemical group 0.000 claims abstract description 13
HRYILSDLIGTCOP-UHFFFAOYSA-N N-benzoylurea Chemical class NC(=O)NC(=O)C1=CC=CC=C1 HRYILSDLIGTCOP-UHFFFAOYSA-N 0.000 claims abstract description 8
125000002252 acyl group Chemical group 0.000 claims abstract description 6
125000004414 alkyl thio group Chemical group 0.000 claims abstract description 6
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 6
239000001257 hydrogen Substances 0.000 claims abstract description 6
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract description 6
239000004094 surface-active agent Substances 0.000 claims abstract description 6
125000003545 alkoxy group Chemical group 0.000 claims abstract description 3
125000004453 alkoxycarbonyl group Chemical group 0.000 claims abstract description 3
125000005078 alkoxycarbonylalkyl group Chemical group 0.000 claims abstract description 3
125000003277 amino group Chemical group 0.000 claims abstract description 3
125000005161 aryl oxy carbonyl group Chemical group 0.000 claims abstract description 3
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 3
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims abstract description 3
125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims abstract description 3
125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 3
125000002560 nitrile group Chemical group 0.000 claims abstract description 3
229910052760 oxygen Inorganic materials 0.000 claims abstract description 3
239000001301 oxygen Substances 0.000 claims abstract description 3
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 3
229910052717 sulfur Chemical group 0.000 claims abstract description 3
125000004434 sulfur atom Chemical group 0.000 claims abstract description 3
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 6
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 3
IMTYNNIUHSYXMJ-UHFFFAOYSA-N n-[(4-chlorophenyl)carbamoyl]-2-(dimethylamino)-6-methoxybenzamide Chemical compound COC1=CC=CC(N(C)C)=C1C(=O)NC(=O)NC1=CC=C(Cl)C=C1 IMTYNNIUHSYXMJ-UHFFFAOYSA-N 0.000 claims description 3
125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims description 3
125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 claims description 2
SRLPZQAEBMZCIJ-UHFFFAOYSA-N n-[(4-chlorophenyl)carbamoyl]-2-(dimethylamino)-6-fluorobenzamide Chemical compound CN(C)C1=CC=CC(F)=C1C(=O)NC(=O)NC1=CC=C(Cl)C=C1 SRLPZQAEBMZCIJ-UHFFFAOYSA-N 0.000 claims description 2
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
LURYMYITPCOQAU-UHFFFAOYSA-N benzoyl isocyanate Chemical compound O=C=NC(=O)C1=CC=CC=C1 LURYMYITPCOQAU-UHFFFAOYSA-N 0.000 claims 1
239000000203 mixture Substances 0.000 description 13
239000000725 suspension Substances 0.000 description 8
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
238000009472 formulation Methods 0.000 description 7
239000002245 particle Substances 0.000 description 7
150000001875 compounds Chemical class 0.000 description 6
229920000036 polyvinylpyrrolidone Polymers 0.000 description 6
239000000470 constituent Substances 0.000 description 4
239000007864 aqueous solution Substances 0.000 description 2
238000004108 freeze drying Methods 0.000 description 2
239000000463 material Substances 0.000 description 2
239000000243 solution Substances 0.000 description 2
CTTJWXVQRJUJQW-UHFFFAOYSA-N 2,2-dioctyl-3-sulfobutanedioic acid Chemical compound CCCCCCCCC(C(O)=O)(C(C(O)=O)S(O)(=O)=O)CCCCCCCC CTTJWXVQRJUJQW-UHFFFAOYSA-N 0.000 description 1
229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 description 1
FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 1
FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
229920002307 Dextran Polymers 0.000 description 1
108010010803 Gelatin Proteins 0.000 description 1
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
229930195725 Mannitol Natural products 0.000 description 1
239000004698 Polyethylene Substances 0.000 description 1
229920001214 Polysorbate 60 Polymers 0.000 description 1
229920003080 Povidone K 25 Polymers 0.000 description 1
BTBJBAZGXNKLQC-UHFFFAOYSA-N ammonium lauryl sulfate Chemical compound [NH4+].CCCCCCCCCCCCOS([O-])(=O)=O BTBJBAZGXNKLQC-UHFFFAOYSA-N 0.000 description 1
150000003863 ammonium salts Chemical class 0.000 description 1
239000003945 anionic surfactant Substances 0.000 description 1
230000000259 anti-tumor effect Effects 0.000 description 1
239000007900 aqueous suspension Substances 0.000 description 1
125000004429 atom Chemical group 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
239000001768 carboxy methyl cellulose Substances 0.000 description 1
235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
239000008112 carboxymethyl-cellulose Substances 0.000 description 1
239000004359 castor oil Substances 0.000 description 1
235000019438 castor oil Nutrition 0.000 description 1
239000003093 cationic surfactant Substances 0.000 description 1
235000014113 dietary fatty acids Nutrition 0.000 description 1
YHAIUSTWZPMYGG-UHFFFAOYSA-L disodium;2,2-dioctyl-3-sulfobutanedioate Chemical compound [Na+].[Na+].CCCCCCCCC(C([O-])=O)(C(C([O-])=O)S(O)(=O)=O)CCCCCCCC YHAIUSTWZPMYGG-UHFFFAOYSA-L 0.000 description 1
239000012153 distilled water Substances 0.000 description 1
239000003814 drug Substances 0.000 description 1
229940079593 drug Drugs 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
239000000194 fatty acid Substances 0.000 description 1
229930195729 fatty acid Natural products 0.000 description 1
229920000159 gelatin Polymers 0.000 description 1
239000008273 gelatin Substances 0.000 description 1
235000019322 gelatine Nutrition 0.000 description 1
235000011852 gelatine desserts Nutrition 0.000 description 1
ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
239000000594 mannitol Substances 0.000 description 1
235000010355 mannitol Nutrition 0.000 description 1
238000000034 method Methods 0.000 description 1
239000002736 nonionic surfactant Substances 0.000 description 1
150000003014 phosphoric acid esters Chemical class 0.000 description 1
229920000573 polyethylene Polymers 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
229920002503 polyoxyethylene-polyoxypropylene Polymers 0.000 description 1
239000001267 polyvinylpyrrolidone Substances 0.000 description 1
235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000011734 sodium Substances 0.000 description 1
239000000600 sorbitol Substances 0.000 description 1
235000010356 sorbitol Nutrition 0.000 description 1
125000000446 sulfanediyl group Chemical group *S* 0.000 description 1
239000000375 suspending agent Substances 0.000 description 1
230000001225 therapeutic effect Effects 0.000 description 1

Classifications

- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/16—Amides, e.g. hydroxamic acids
- A61K31/17—Amides, e.g. hydroxamic acids having the group >N—C(O)—N< or >N—C(S)—N<, e.g. urea, thiourea, carmustine
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents

Landscapes

Health & Medical Sciences (AREA)
Veterinary Medicine (AREA)
Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Pharmacology & Pharmacy (AREA)
Life Sciences & Earth Sciences (AREA)
Animal Behavior & Ethology (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Epidemiology (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Organic Chemistry (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Medicinal Preparation (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

IE312691A 1990-09-10 1991-09-05 Pharmaceutical formulation containing a benzoyl urea¹derivative IE913126A1 (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
EP90202397		1990-09-10

Publications (1)

Publication Number	Publication Date
IE913126A1 true IE913126A1 (en)	1992-03-11

Family

ID=8205113

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
IE312691A IE913126A1 (en)	1990-09-10	1991-09-05	Pharmaceutical formulation containing a benzoyl urea¹derivative

Country Status (8)

Country	Link
EP (1)	EP0475506A1 (cs)
JP (1)	JPH0733652A (cs)
AU (1)	AU642524B2 (cs)
CA (1)	CA2051034A1 (cs)
CS (1)	CS277291A3 (cs)
IE (1)	IE913126A1 (cs)
IL (1)	IL99426A0 (cs)
ZA (1)	ZA917117B (cs)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5463011A (en) *	1993-06-28	1995-10-31	Zeneca Limited	Acid derivatives
GB9313268D0 (en) *	1993-06-28	1993-08-11	Zeneca Ltd	Chemical compounds
GB9313285D0 (en) *	1993-06-28	1993-08-11	Zeneca Ltd	Acid derivatives
GB9313269D0 (en) *	1993-06-28	1993-08-11	Zeneca Ltd	Allophanic acid derivatives
EP2099445B1 (en)	2006-09-04	2010-11-17	University Court of The University of Dundee	P53 activating benzoyl urea and benzoyl thiourea compounds
WO2009081892A1 (ja) *	2007-12-25	2009-07-02	Kissei Pharmaceutical Co., Ltd.	新規なカテコール誘導体、それを含有する医薬組成物およびそれらの用途
GB0909912D0 (en)	2009-06-09	2009-07-22	Univ Dundee	Compounds

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
IL69621A0 (en) *	1982-09-02	1983-12-30	Duphar Int Res	Pharmaceutical compositions having antitumor activity,comprising certain phenylurea derivatives
ATE43788T1 (de) *	1983-09-01	1989-06-15	Duphar Int Res	Benzoylharnstoffe mit antitumoraler wirkung.
EP0262560A3 (en) *	1986-09-29	1989-07-05	Ishihara Sangyo Kaisha, Ltd.	Benzoyl urea compound

1991
- 1991-08-30 AU AU83477/91A patent/AU642524B2/en not_active Expired - Fee Related
- 1991-09-03 EP EP91202232A patent/EP0475506A1/en not_active Ceased
- 1991-09-05 IE IE312691A patent/IE913126A1/en unknown
- 1991-09-06 ZA ZA917117A patent/ZA917117B/xx unknown
- 1991-09-06 IL IL99426A patent/IL99426A0/xx unknown
- 1991-09-06 JP JP3227213A patent/JPH0733652A/ja active Pending
- 1991-09-09 CS CS912772A patent/CS277291A3/cs unknown
- 1991-09-10 CA CA002051034A patent/CA2051034A1/en not_active Abandoned

Also Published As

Publication number	Publication date
CS277291A3 (en)	1992-04-15
AU8347791A (en)	1992-03-12
IL99426A0 (en)	1992-08-18
AU642524B2 (en)	1993-10-21
JPH0733652A (ja)	1995-02-03
ZA917117B (en)	1992-05-27
CA2051034A1 (en)	1992-03-11
EP0475506A1 (en)	1992-03-18

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